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Communication | Regular issue | Vol 6, No. 2, 1977, pp.123-127
Published online, 1st January, 1970
DOI: 10.3987/R-1977-02-0123
Reductive Cyclization of 3-(o-Nitrobenzylidene)-2,4-dioxopentanoic Acid and Its Ester

Takushi Kurihara,* Yukito Ohshita, and Yasuhiko Sakamoto

*Faculty of Pharmaceutical Science, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan

Abstract

Catalytic reduction of 3-(o-nitrobenzy1idene)-2,4-dioxopentanoic acid (1) and its methyl ester (2) in methanol gave 2-methyl-3-(α-hydroxy)quinolineacetic acid 1-oxide (3), and methyl 1,4-dihydro-1-hydroxy-4-methoxy-2-methyl-3-quinolineglyoxylate (8) in 88% and 91% yields, respectively.